Unprecedented one-pot sequential thiolate substitutions under mild conditions leading to a red emissive BODIPY dye 3,5,8-tris(PhS)-BODIPY.
Publication type: Journal Article
Publication date: 2015-01-01
scimago Q2
wos Q2
SJR: 0.600
CiteScore: 5.2
Impact factor: 2.7
ISSN: 14770520, 14770539
PubMed ID:
25429697
Organic Chemistry
Biochemistry
Physical and Theoretical Chemistry
Abstract
The simple reaction of phenylthiol with 8-MeS-BODIPY (1) in dichloromethane was readily accomplished to form 8-PhS-BODIPY (2). If the reaction is performed in THF 3,8-bis(phenylthio)-BODIPY (3) and 3,5,8-tris(phenylthio)-BODIPY (4) are sequentially formed in an unprecedented reaction. This provides a simple new methodology for the introduction of the phenylthio-moiety in the 3- and 5-positions. Alkyl thiols do not form multi-thiolated products under identical conditions, as exemplified using EtSH, where only 8-EtS-BODIPY (5) is formed.
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18
Total citations:
18
Citations from 2024:
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(5.56%)
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Roacho R. I. et al. Unprecedented one-pot sequential thiolate substitutions under mild conditions leading to a red emissive BODIPY dye 3,5,8-tris(PhS)-BODIPY. // Organic and Biomolecular Chemistry. 2015. Vol. 13. No. 4. pp. 995-999.
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Roacho R. I., Metta-Magana A. J., Peña-Cabrera E., Pannell K. Unprecedented one-pot sequential thiolate substitutions under mild conditions leading to a red emissive BODIPY dye 3,5,8-tris(PhS)-BODIPY. // Organic and Biomolecular Chemistry. 2015. Vol. 13. No. 4. pp. 995-999.
Cite this
RIS
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TY - JOUR
DO - 10.1039/C4OB01892C
UR - https://doi.org/10.1039/C4OB01892C
TI - Unprecedented one-pot sequential thiolate substitutions under mild conditions leading to a red emissive BODIPY dye 3,5,8-tris(PhS)-BODIPY.
T2 - Organic and Biomolecular Chemistry
AU - Roacho, Robinson I.
AU - Metta-Magana, Alejandro J.
AU - Peña-Cabrera, Eduardo
AU - Pannell, Keith
PY - 2015
DA - 2015/01/01
PB - Royal Society of Chemistry (RSC)
SP - 995-999
IS - 4
VL - 13
PMID - 25429697
SN - 1477-0520
SN - 1477-0539
ER -
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BibTex (up to 50 authors)
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@article{2015_Roacho,
author = {Robinson I. Roacho and Alejandro J. Metta-Magana and Eduardo Peña-Cabrera and Keith Pannell},
title = {Unprecedented one-pot sequential thiolate substitutions under mild conditions leading to a red emissive BODIPY dye 3,5,8-tris(PhS)-BODIPY.},
journal = {Organic and Biomolecular Chemistry},
year = {2015},
volume = {13},
publisher = {Royal Society of Chemistry (RSC)},
month = {jan},
url = {https://doi.org/10.1039/C4OB01892C},
number = {4},
pages = {995--999},
doi = {10.1039/C4OB01892C}
}
Cite this
MLA
Copy
Roacho, Robinson I., et al. “Unprecedented one-pot sequential thiolate substitutions under mild conditions leading to a red emissive BODIPY dye 3,5,8-tris(PhS)-BODIPY..” Organic and Biomolecular Chemistry, vol. 13, no. 4, Jan. 2015, pp. 995-999. https://doi.org/10.1039/C4OB01892C.